Medicinal-Pharmaceutical Chemistry Commons^™

Heavily Fluorinated Sugar Analogs, Stephen G. Dimagno

Chemistry Department: Faculty Publications

Heavily fluorinated Sugar analogs of formula

wherein R₁ is selected from alkyl, alkenyl, aryl, CH₂OH, -CH₂-O-alkyl, -CH₂-O-aryl, -CH₂OPO₃H, -CH₂-O-carbohydrate, -CH₂-NH-peptide, or -CH₂-O-peptide; wherein R₂ is selected from hydroxy, -O-carbohydrate, -NH-peptide,

wherein R₃ is selected from H, halogen, lower alkyl, lower alkenyl, lower haloalkyl, lower haloalkenyl, amino, mono- or di-lower alkylamino; wherein R₄ is Selected from amino, hydroxy, alkoxy, or halogen; and wherein R₅ is H or amino. The compounds of formula (I) are useful as antiviral and antineoplastic agents …

Octafluoro-Meso Tetraarylporphyrins And Methods For Making These Compounds, Stephen G. Dimagno

Chemistry Department: Faculty Publications

The novel compounds of the present invention are f-octafluoro-meso-tetraarylporphyrins of formula (I) and their metallic complexes of formula (II):

B-octafluoro-meso-tetraaryl porphyrins are Synthesized by reacting 3,4-difluoropyrrole with an aromatic aldehyde in the presence of boron trifluoride etherate, followed by oxidation. The difluoropyrrole used in this reaction is pro duced by reacting 3,3,4,4-tetrafluoropyrroline or its corre sponding Salt, 3,3,4,4-tetrafluoropyrrolidinium Salt, with a base Such as potassium tert-butoxide. The metalloporphyrins of the present invention are Synthesized by deprontonating B-octafluoro-meso-tetraarylporphyrin ligands and treating Said ligands with metal ions.

Preparation Of An Electrophilic 3-Methylindole Derivative: Difficulties In Forming A Stable, Suitable Material For The Preparation Of Tryptophan, Jason Boggs, Mariah Mcmasters, Robert W. Curley Jr., Michael J. Panigot

Journal of the Arkansas Academy of Science

In an attempt to prepare stereoselectively beta-deuterated tryptophan, N-protected indole-3-methanol compounds were prepared with model studies being done on undeuterated material. Conversion of these compounds to electrophilic species proved exceptionally difficult and resulted in very low yields or recovered starting material only. A summary of the current results utilizing N-tosyl indole-3-methanol will be presented as well as efforts using N-Boc indole-3-methanol.